THE TYPE-2 INTRAMOLECULAR IMINO DIELS-ALDER REACTION - SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF BICYCLO[N.3.1] BRIDGEHEAD OLEFIN BRIDGEHEAD LACTAMS
THE TYPE-2 INTRAMOLECULAR IMINO DIELS-ALDER REACTION - SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF BICYCLO[N.3.1] BRIDGEHEAD OLEFIN BRIDGEHEAD LACTAMS
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DOI:
10.1021/ja00059a022
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发表时间:
1993-03-24
影响因子:
15
通讯作者:
SHEA, KJ
中科院分区:
文献类型:
--
作者:
LEASE, TG;SHEA, KJ
The type 2 imino Diels-Alder cycloaddition was used for the synthesis of a homologous series of bridgehead olefin/bridgehead lactams. The X-ray crystal structures of three members of this series, including the highly strained 2-carbomethoxy-8-oxo-2-azabicyclo[3.3.1]non-4-ene, were obtained. An analysis of the structural data permits evaluation of the responses of the bridgehead double bond and bridgehead amide linkages to similar torsional distortions.